Reviews

Progress of Ionic Liquids-Green Preparation and Application Research in Environmental Remediation

  • Liu Baoyou ,
  • Zhang Peiwen
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  • a College of Environment Science and Engineering, Hebei University of Science and Technology, Shijiazhuang 050000;
    b Pollution Prevention Biotechnology Laboratory of Hebei Province, Shijiazhuang 050000

Received date: 2018-05-03

  Revised date: 2018-06-15

  Online published: 2018-08-14

Supported by

Project supported by the Natural Science Foundation of Hebei Province (No. 2015208122).

Abstract

In recent years, ionic liquids have been extensively studied in the laboratory and industrial fields due to their unique properties and have shown good application prospects. At the same time, a series of ionic liquids green preparation technologies have been developed and designed, which has greatly changed the research aspect of ionic liquids. In this paper, the green preparation of ionic liquids and their application in environmental remediation are reviewed. The synthesis processes of ionic liquids, including atoms economic reaction, green raw materials reaction, green solvents reaction, chemical process intensification and computer-aided design are emphasized with reference to their advantages of high synthesis efficiency, good product quality, low waste generation, low energy consumption, mild conditions and etc. Moreover, the green preparation of ionic liquids not only makes the ionic liquid more abundant, but also makes it absolutely a green solvent and green functional material. The typical characteristics that reflect the unique advantages of ionic liquids in environmental restoration are as follows. In terms of water body restoration, it has the characteristics of high separation efficiency, elimination of secondary pollution and less consumables. In the soil remediation, it can effectively reduce the toxicity of pollutants in soil. In the atmospheric remediation, it eliminates pollutants and sometimes achieves the resource utilization. Furthermore, the future development trend of ionic liquids in green preparation and environmental remediation is also prospected.

Cite this article

Liu Baoyou , Zhang Peiwen . Progress of Ionic Liquids-Green Preparation and Application Research in Environmental Remediation[J]. Chinese Journal of Organic Chemistry, 2018 , 38(12) : 3176 -3188 . DOI: 10.6023/cjoc201805010

References

[1] Olivier-Bourbigou, H.; Magna, L.; Morvan, D. Appl. Catal., A 2010, 373, 1.
[2] Clark, K. D.; Emaus, M. N.; Varona, M.; Bowers, A. N.; Anderson, J. L. J. Sep. Sci. 2018, 41, 209.
[3] Zhang, X. C.; Zhang, S. J.; Zuo, Y.; Zhao, G. Y.; Zhang, X. P. Prog. Chem. (Beijing, China) 2010, 22, 1499(in Chinese). (张晓春, 张锁江, 左勇, 赵国英, 张香平, 化学进展, 2010, 22, 1499.)
[4] Xie, X. X.; Li, L. H.; Wu, X.; Ma, C.; Zhang, J. S. Heterocycles 2016, 92, 1171.
[5] Liu, B. Y.; Jin, N. X. Curr. Org. Chem. 2016, 20, 2109.
[6] Gong, A.; Gu, S. S.; Wang, J.; Sheng, S.; Wu, F. A. Bioresour. Technol. 2015, 193, 498.
[7] Liu, B. Y.; Han, J.; Dong, J. F.; Wei, F. X.; Cheng, Y. H. Chin. J. Org. Chem. 2007, 27, 1236(in Chinese). (刘宝友, 韩菊, 董建芳, 魏福祥, 程彦海, 有机化学, 2007, 27, 1236.)
[8] Kapoor, U.; Shah, J. K. J. Phys. Chem. B 2018, 122, 213.
[9] Zhang, G. P.; Zhu, H. X.; Chen, M. J.; Li, H. G.; Yuan, Y.; Ma, T. T.; Hao, J. C. Chem.-Eur. J. 2017, 23, 7278.
[10] Wang, Y. L.; Shah, F. U.; Glavatskih, S.; Antzutkin, O. N.; Laaksonen, A. J. Phys. Chem. B 2014, 118, 8711.
[11] Zhang, Y. F.; Lee, H. K. J. Chromatogr. A 2013, 1271, 56.
[12] Wang, S. J.; Liu, J. Z.; Yuan, L. Y.; Cui, Z. P.; Peng, J.; Li, J. Q.; Zhai, M. L.; Liu, W. J. Phys. Chem. Chem. Phys. 2014, 16, 18729.
[13] Lancaster, M. Green Chemistry:An Introductory Text, RSC Publishing, UK, 2010.
[14] Costa, S. P. F.; Azevedo, A. M. O.; Pinto, P. C. A. G.; Saraiva, M. L. M. F. S. ChemSusChem 2017, 10, 2321.
[15] Ma, J. Y.; Hong, X. P. J. Environ. Manage. 2012, 99, 104.
[16] Zhang, X. Z.; Zhao, D. S.; Liu, B. Y. Ionic Liquid-From Theoretical Basis to Research Progress, Chemical Industry Press, Beijing, 2009.
[17] Liu, B. Y.; Xu, D. Q.; Dong, J. F.; Yang, H. L.; Zhao, D. S.; Luo, S. P.; Xu, Z. Y. Synth. Commun. 2007, 37, 3003.
[18] Liu, B. Y.; Wei, F. X.; Zhao, J. J.; Wang, Y. Y. RSC Adv. 2013, 7, 2470.
[19] Liu, B. Y.; Zhao, J. J.; Wei, F. X. J. Mol. Liq. 2013, 180, 19.
[20] Liu, B. Y.; Zhao, J. J.; Wei, F. X. J. Mol. Liq. 2013, 187, 309.
[21] Liu, B. Y.; Liu, Y. R. J. Chem. Thermodyn. 2016, 92, 1.
[22] Liu, B. Y.; Liu, Y. R. Environ. Eng. Sci. 2016, 33, 384.
[23] Kurnia, K. A.; Sintra, T. E.; Danten, Y.; Cabaco, M. L.; Besnard, M.; Coutinho, J. A. P. New J. Chem. 2017, 41, 47.
[24] Wasserscheid, P.; Drieben-Holscher, B.; Hal, R. V.; Steffens, H. C.; Zimmermann, J. Chem. Commun. (Cambridge, U. K.) 2003, 2038.
[25] Gunaratne, H. Q. N.; McCarron, P.; Seddon, K. R. Green Chem. 2017, 19, 614.
[26] Smith, M. B.; March, J. March's Advanced Organic Chemistry, John Wiley & Sons, New York, 2001.
[27] Nawshed, M.; Zakaria, M.; Yasir, A. E.; Azmi, B. M.; Mutalib, M. I. A. J. Chem. Eng. Data 2014, 59, 579.
[28] Tanmoy, P.; Salahuddin, A.; Sreedevi, U. Appl. Catal., A 2015, 506, 228.
[29] Wu, F.; Xiang, J.; Chen, R. J.; Li, L.; Chen, J. Z.; Chen, S. J. Phys. Chem. C 2010, 114, 20007.
[30] Pinkert, A.; Marsh, K. N.; Pang, S. S. Ind. Eng. Chem. Res. 2010, 49, 11809.
[31] Lv, Y. Q.; Guo, Y.; Luo, X. Y.; Li, H. Sci. Sin.:Chim. 2012, 55, 1688(in Chinese). (吕永强, 郭英, 罗晓英, 李灏, 中国科学:化学, 2012, 55, 1688.)
[32] Kirchhec ker, S.; Esposito, D. Curr. Opin. Green Sustainable Chem. 2016, 2, 28.
[33] Kalb, R. S.; Damma, M.; Verevkinbc, S. P. React. Chem. Eng. 2017, 2, 432.
[34] Maton, C.; Hecke, K. V.; Stevens, C. V. New J. Chem. 2015, 39, 461.
[35] Zhang, S. A.; Ma, L.; Wen, P.; Ye, X. Y.; Sun, W. J.; Fan, M. J.; Yang, D. S.; Zhou, F.; Liu, W. M. Tribol. Int. 2018, 121, 435.
[36] Chen, Z. G.; Zong, M. H.; Gu, Z. X. Chin. J. Org. Chem. 2009, 29, 672(in Chinese). (陈志刚, 宗敏华, 顾振新, 有机化学, 2009, 29, 672.)
[37] Fukaya, Y.; Iizuka, Y.; Sekikawa, K.; Ohno, H. Green Chem. 2007, 9, 1155.
[38] Hu. S. Q.; Zhang, X. D.; Xu, M.; Sun, L. Prog. Chem. (Beijing, China) 2011, 23, 731(in Chinese). (胡素琴, 张晓东, 许敏, 孙立, 化学进展, 2011, 23, 731.)
[39] Gouveiaa, W.; Jorgea, T. F.; Martinsa, S.; Meirelesa, M.; Carolinob, M.; Cruzb, C.; Almeida, T. V.; Araujo, M. E. M. Chemosphere 2014, 104, 51.
[40] Hu, S. Q.; Jiang, T.; Zhang, Z. F.; Zhu, A. L.; Han, B. X.; Song, J. L.; Xie, Y.; Li, W. J. Tetrahedron Lett. 2007, 48, 5613.
[41] Zhang, L.; Hong, B. C.; Qin, S.; Tao, G. H. Green Chem. 2015, 17, 5154.
[42] Marco, C.; Andrea, L. D.; Maddalena, D.; Lorenzo, G.; Stefano, L.; Enrico, B.; Francesca, L. J. Phys. Chem. B 2018, 122, 2635.
[43] Javier, G.; Christian, O. G.; Roberto, G. D.; Rafael, M. P. Chem. Eng. Technol. 2017, 40, 2339.
[44] Yusuke, U.; Davood, K.; Nader, M. Energy Fuels 2018, 32, 5345.
[45] Rao, S. S.; Bartolotti, L. J.; Gejji, S. P. Phys. Chem. Chem. Phys. 2017, 19, 29561.
[46] Tao, G.; He, L.; Sun, N.; Kou, Y. Chem. Commun. (Cambridge, U. K.) 2005, 3562.
[47] Zhang, L.; He, L.; Hong, C. B.; Qin, S.; Tao, G. H. Green Chem. 2015, 17, 5154.
[48] Zhang, Z. S.; Kang, N.; Wang, J. Y.; Sui, H.; He, L.; Li, X. G. Chem. Eng. Sci. 2018, 181, 264.
[49] Mjalli, F. S.; Al-Hashid, R.; Al-Muhtaseb, A.; Omar, A.; Mad-dela, N. Asia-Pac. J. Chem. Eng. 2016, 11, 683.
[50] Xu, D. Q.; Liu, B. Y.; Luo, S. P.; Xu, Z. Y.; Shen, Y. C. Synthesis 2003, 17, 2626.
[51] Chiappe, C.; Mezzetta, A.; Pomelli, C. S.; Puccini, M.; Seggiani, M. Org. Process Res. Dev. 2016, 20, 2080.
[52] Zhou, H. C.; Yang, J.; Ye, L. M.; Lin, H. Q.; Yuan, Y. Z. Green Chem. 2010, 12, 661.
[53] Kuruppathparambil, R. R.; Tharun, J.; Dongwoo, K.; Kathalikkattil, A. C.; Dae, W. P. Catal. Sci. Technol. 2014, 4, 963.
[54] Ranjan, P.; Kitawat, B. S.; Singh, M. RSC Adv. 2014, 4, 53634.
[55] Sabbaghan, M.; Shahvelayati, A. S.; Banihashem, S. Ceram. Interfaces 2016, 42, 3820.
[56] Abbott, A. P.; Barron, J. C.; Ryder, K. S.; Wilson, D. Chem.-Eur. J. 2007, 13, 6495.
[57] Xiong, X. Q.; Han, Q.; Shi, L.; Xiao, S. Y.; Bi, C. Chin. J. Org. Chem. 2016, 36, 480(in Chinese). (熊兴泉, 韩骞, 石霖, 肖上运, 毕成, 有机化学, 2016, 36, 480.)
[58] Varma, R. S.; Namboodiri, V. V. Chem. Commun. (Cambridge, U. K.) 2001, 643.
[59] Namboodiri, V. V.; Varma, R. S. Tetrahedron Lett. 2002, 43, 5381.
[60] Deetlefs, M.; Seddon, K. R. Green Chem. 2003, 5, 181.
[61] Horikoshi, S.; Hamamura, T.; Kajitani, M.; Yoshizawafujita, M.; Serpone, N. Org. Process Res. Dev. 2008, 12, 1089.
[62] Zhai, L.; Zhong, Q.; He, C.; Wang, J. J. Hazard. Mater. 2010, 177, 807.
[63] Leveque, J. M.; Luche, J. L.; Petrier, C.; Roux, R.; Bonrath, W. Green Chem. 2002, 4, 357.
[64] Zhao, S. H.; Zhao, E. L.; Shen, P.; Zhao, M.; Sun, J. Ultrason. Sonochem. 2008, 15, 955.
[65] Cravotto, G.; Boffa, L.; Estager, C.; Draye, M.; Bonrath, W. Aust. J. Chem. 2007, 60, 946.
[66] Ciszewski, J. T.; Gonzalez, M. A. 231st ACS National Meeting, Atlanta, 2006, p. 319.
[67] Waterkamp, D. A.; Thöming, J.; Heiland, M.; Sauvageau, J. C.; Schlueter, M.; Beyersdorff, T. Chem. Ing. Tech. 2007, 79, 1482.
[68] Waterkamp, D. A.; Heiland, M.; Schluter, M.; Sauvageau, J. C.; Beyersdorff, T.; Thoming, J. Green Chem. 2007, 9, 1084.
[69] NirvikSena, V.; Kolib, K. K.; Singha, S.; Mukhopadhyaya, K. T.; Shenoy. Chem. Eng. Process. 2017, 121, 180.
[70] Abdelhamid, M. E.; Murdoch, T.; Greaves, T. L.; O'Mullane, A. P.; Snook, G. A. Phys. Chem. Chem. Phys. 2015, 17, 17967.
[71] Greaves, T. L.; Ha, K.; Muir, B. W.; Howard, S. C.; Weerawar-dena, A.; Kirby, N.; Drummond, C. J. Phys. Chem. Chem. Phys. 2015, 17, 2357.
[72] Weis, D. C.; Macfarlane, D. R. Aust. J. Chem. 2012, 65, 1478.
[73] Lee, B. S.; Lin, S. T. Chem. Eng. Sci. 2015, 121, 157.
[74] Peng, D. L.; Zhang, J. N.; Cheng, H. Y.; Chen, L. F.; Qi, Z. W. Chem. Eng. Sci. 2017, 159, 58.
[75] Wei, G. T.; Yang, Z.; Chen, C. J. Anal. Chim. Acta 2003, 488, 183.
[76] Luo, H. M.; Dai, S.; Bonnesen, P. V.; Buchanan, A. C. J. Alloys Compd. 2006, 418, 195.
[77] Mancini, M. V.; Spreti, N.; Di Profio, P.; Germani, R. Sep. Purif. Technol. 2013, 116, 294.
[78] Santhana Krishna Kumar, A.; Rajesh, N. RSC Adv. 2013, 3, 2697.
[79] Elhamifar, D.; Shojaeipoor, F.; Yari, O. RSC Adv. 2016, 6, 58658.
[80] Deng, N.; Li, M.; Zhao, L. J.; Lu, C. F.; De Rooy, S. L.; Isiah, M.; Warne, I. M. J. Hazard. Mater. 2011, 192, 1350.
[81] Lawal, I. A.; Moodley, B. J. Chem. Technol. Biotechnol. 2017, 92, 808.
[82] Marullo, S.; Rizzo, C.; Dintcheva, N. T.; Giannici, F.; D'Anna, F. J. Colloid Interface Sci. 2018, 517, 182.
[83] Huang, H. L.; Wei, Y. J. Chemosphere 2018, 194, 390.
[84] Huang, H. L.; Huang, H. H.; Wei, Y. J. Spectrochim. Acta, Part B 2017, 133, 9.
[85] Soumyadeep, M.; Sumona, M.; Adeeb, H.; Maan, H.; Ali, H. M.; Bhaskar, S. G. J. Contam. Hydrol. 2016, 194, 17.
[86] Soumyadeep, M.; Sumona, M.; Nor Farihah, A.; Adeeb, H.; Maan, H.; Mohd Ali, H.; Bhaskar, S. G. Chem. Eng. J. (Amsterdam, Neth.) 2016, 294, 316.
[87] Liao, C. Y.; Peng, C. Y.; Wang, H. C.; Kang, H. Y.; Wang, H. P. Nucl. Instrum. Methods Phys. Res., Sect. A 2011, 652, 925.
[88] Keskin, S.; Akman, U.; Hortacsu, O. Chem. Eng. Process. 2008, 47, 1693.
[89] Pernak, J.; Syguda, A.; Janiszewska, D.; Materna, K.; Praczyk, T. Tetrahedron 2011, 67, 4838.
[90] Khodadoust, A. P.; Chandrasekaran, S.; Dionysiou, D. D. Environ. Sci. Technol. 2006, 40, 2339.
[91] Bates, E. D.; Mayton, R. D.; Ntai, L.; Davis, J. H. J. Am. Chem. Soc. 2002, 124, 926.
[92] Wu, W. Z.; Han, B. X.; Gao, H. X.; Liu, Z. M.; Jiang, T.; Huang, J. Angew. Chem., Int. Ed. 2004, 43, 2415.
[93] Severa, G.; Head, J.; Bethune, K.; Higgins, S.; Fujise, A. J. Environ. Chem. Eng. 2018, 6, 718.
[94] Zhou, X. M.; Gao, B. B.; Liu, S. Y.; Sun. X. J.; Zhu, X.; Fu, H. J. Mol. Graphics Modell. 2016, 68, 87.
[95] Huang, K.; Zhang, X. M.; Zhou, L. S.; Tao, D. J.; Fan, J. P. Chem. Eng. Sci. 2017, 173, 253.
[96] Wang, Y.; Wang, C. M.; Zhang, L. Q.; Li, H. R. Phys. Chem. Chem. Phys. 2008, 10, 5976.
[97] Wang, W. L.; Ma, X. L.; Grimes, S.; Cai, H. F.; Zhang, M. Chem. Eng. J. (Amsterdam, Neth.) 2017, 328, 353.
[98] Milota, M.; Mosher, P.; Li, K. C. For. Prod. J. 2007, 57, 73.
[99] Delaunay, F.; Rodriguez-Castillo, A. S.; Couvert, A.; Amrane, A.; Biard, P. F.; Szymczyk, A.; Malfreyt, P.; Ghoufi, A. J. Phys. Chem. C 2015, 119, 9966.
[100] Quijano, G.; Couvert, A.; Amrane, A.; Darracq, G.; Couriol, C.; Le Cloirec, P.; Paquin, L.; Carrie, D. Chem. Eng. Sci. 2011, 66, 2707.
[101] Quijano, G.; Couvert, A.; Amrane, A.; Darracq, G.; Couriol, C.; Le Cloirec, P.; Paquin, L.; Carrie, D. Water, Air, Soil Pollut. 2013, 224, 1.

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